Join Our Growing Team at Chesterton Academy of The Holy Family!
Under the patronage of G.K. Chesterton and in partnership with families and the Church, the mission of Chesterton Academy of The Holy Family is to foster a Culture of Life by forming a new generation of joyful leaders and saints, educated in the classical tradition and grounded in the truths of the Catholic faith.
Discover Chesterton Academy of The Holy Family, a joyfully Catholic, classical high school dedicated to forming a new generation of joyful leaders and saints. Inspired by Saint Pope John Paul II, our motto, Cultura Vitae-the culture of life-reflects our mission to prepare students to overcome the materialism and despair of modern culture, embracing the abundant life Christ offers. Our classical curriculum provides a broad liberal arts education, grounded in the cultivation of Christian virtues and a deep appreciation for truth, goodness, and beauty.
Affiliated with the Diocese of Joliet, Chesterton Academy of The Holy Family is proud to contribute to Catholic classical high school education.
Our school was founded as a small, faithful community of families working together to build up the Church. In order to preserve this close-knit, family-like atmosphere, we are committed to keeping our enrollment intentionally small-never exceeding 180 students on campus-so that every student is known, loved, and formed in a deeply personal way.
Chesterton Academy of The Holy Family is expanding as we enter our eleventh school year, and we are seeking passionate and talented educators to join our joyfully Catholic, classical high school for the 2025-26 academic year.
We are currently accepting applications for teaching positions across multiple disciplines:
Mathematics, Science, and Humanities: Latin, History, Literature
Qualifications:
• Bachelor's or Master's degree in Liberal Arts, History, Literature, Languages, Mathematics, or Science
• Teaching experience preferred, but new graduates passionate about Catholic classical education are encouraged to apply
• Practicing Catholic, willing to take an Oath of Fidelity to the Magisterium of the Roman Catholic Church
• Strong organizational, written, and verbal communication skills
• Alignment with Chesterton Academy of The Holy Family's mission and vision
• Active participation in school life, including daily Mass, House system, and school events is required
Compensation & Benefits:
• Salary commensurate with experience
• 401K sharing plan
• Additional stipends available for coaching and extracurricular involvement
Application Process:
Apply online at: www.chestertonacademyoftheholyfamily.com/careers
Please submit the following through the online application (email applications will not be accepted):
• Completed candidate application
• Cover letter specifying the position(s) of interest
• Current resume
• One-page essay: Reflect on Chesterton Academy of The Holy Family's mission and how you would support and advance it
• Three professional references (name, relationship, phone number, and email) - one may be a personal reference (e.g., parish priest or volunteer colleague)
Please do not email after submitting your application; we will contact you directly if selected for an interview.
Candidates should use the application form to indicate any sports, clubs, or extracurricular activities they are qualified to coach, supervise, or organize.
This is more than a job-it's a vocation.
If you are committed to truth, goodness, and beauty and desire to serve in a mission-driven Catholic community, apply today!
Join us in forming the next generation of saints.
